Stannous chloride dihydrate → Allyl 3-aminophenoxyacetate

HRID 260309노트

반응식

HRID 260309 반응식
[N+:1]([C:4]1[CH:5]=[C:6]([CH:15]=[CH:16][CH:17]=1)[O:7][CH2:8][C:9]([O:11][CH2:12][CH:13]=[CH2:14])=[O:10])([O-])=O.O.O.Cl[Sn]Cl.[BH4-].[Na+]>C(OCC)(=O)C.C(O)(C)(C)C>[NH2:1][C:4]1[CH:5]=[C:6]([CH:15]=[CH:16][CH:17]=1)[O:7][CH2:8][C:9]([O:11][CH2:12][CH:13]=[CH2:14])=[O:10]

참가 물질

6

반응물 3

HCID 61436Stannous chloride dihydrateHCID 4311764Sodium borohydrideHCID 22401165Allyl 3-nitrophenoxyacetate

생성물 1

HCID 22401151Allyl 3-aminophenoxyacetate수율 59.8%

시약·촉매·용매 2

HCID 6386tert-Butanol용매HCID 8857Ethyl Acetate용매

실험 절차

Allyl 3-nitrophenoxyacetate (5 g, 0.021M) was dissolved in a mixture of ethyl acetate (45 ml) and t-butanol (5 ml), and SnCl2.2H2O (23.79 g, 0.105M) added. After stirring and heating at 60° for 1 hour, sodium borohydride (399 mg, 0.0105M) was added in portions, and heating continued for another 2 hours. Solvent was removed, the residue was taken up in water, and the pH adjusted to 7.6 with aqueous NaHCO3. Organics were extracted into ethyl acetate, and the combined organic layers washed with aqueous NaHCO3, water, brine, and dried (MgSO4). Evaporation gave the title compound (2.61 g).

후처리

  1. additionadded
  2. temperatureheating at 60° for 1 hour
  3. temperatureheating
  4. customSolvent was removed
  5. extractionOrganics were extracted into ethyl acetate
  6. washthe combined organic layers washed with aqueous NaHCO3, water, brine
  7. dry with materialdried (MgSO4)
  8. customEvaporation

출처 및 근거

ORD 기록
ord-50b4d048dc3c469789fd5a4ab7b11d1c
출처 데이터셋
uspto-grants-1996_06
특허 번호
US05527791

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